I don't remember the exact chapter but I wanna say like around the middle point of current contentThat's the thing I was confused about but thanks for answering it. Because I was fixing Jessica at GGGB and my brain just shut a bit. Was Jessica just studying in this art school? before we go any further, I tried using cheat from the start of the game so i was confused as hell.. also in which chapter did she states that she is engaged with ashley or dave?
You have to successfully get her number at the bar when Ian gets dared to go talk to her
and then later on choose to call her about hanging out and then when you do, choose to go get coffee instead of a beer
When you go to have coffee with her as Ian and ask about her boyfriend she says something like "uh actually it's a she and we're engaged, I just tell people that hit on me I have a boyfriend because saying I have a girlfriend makes them try harder"